WO2003077850A3 - N-(substituted benzyl)-8-hydroxy-1,6-naphthyridine-7- carboxamides useful as hiv integrase inhibitors - Google Patents

N-(substituted benzyl)-8-hydroxy-1,6-naphthyridine-7- carboxamides useful as hiv integrase inhibitors Download PDF

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Publication number
WO2003077850A3
WO2003077850A3 PCT/US2003/007448 US0307448W WO03077850A3 WO 2003077850 A3 WO2003077850 A3 WO 2003077850A3 US 0307448 W US0307448 W US 0307448W WO 03077850 A3 WO03077850 A3 WO 03077850A3
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WO
WIPO (PCT)
Prior art keywords
naphthyridine
hiv
hydroxy
compounds
substituted benzyl
Prior art date
Application number
PCT/US2003/007448
Other languages
French (fr)
Other versions
WO2003077850A2 (en
Inventor
Melissa Egbertson
H Marie Langford
Jeffrey Y Melamed
John S Wai
Wei Han
Debbie S Perlow
Linghang Zhuang
Mark Embrey
Original Assignee
Merck & Co Inc
Melissa Egbertson
H Marie Langford
Jeffrey Y Melamed
John S Wai
Wei Han
Debbie S Perlow
Linghang Zhuang
Mark Embrey
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Merck & Co Inc, Melissa Egbertson, H Marie Langford, Jeffrey Y Melamed, John S Wai, Wei Han, Debbie S Perlow, Linghang Zhuang, Mark Embrey filed Critical Merck & Co Inc
Priority to JP2003575904A priority Critical patent/JP4494020B2/en
Priority to DE60323743T priority patent/DE60323743D1/en
Priority to AU2003220170A priority patent/AU2003220170B2/en
Priority to CA002478310A priority patent/CA2478310A1/en
Priority to US10/508,094 priority patent/US7323460B2/en
Priority to EP03716466A priority patent/EP1496836B1/en
Publication of WO2003077850A2 publication Critical patent/WO2003077850A2/en
Publication of WO2003077850A3 publication Critical patent/WO2003077850A3/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A61P31/14—Antivirals for RNA viruses
    • A61P31/18—Antivirals for RNA viruses for HIV
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Virology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • AIDS & HIV (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Molecular Biology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

N-(Substituted benzyl)-8-hydroxy- 1,6-naphthyridine-7-carboxamides are inhibitors of HIV integrase and inhibitors of HIV replication. The naphthyridine carboxamides are of Formula (I): wherein R1', R2' and R3' are defined herein. The compounds are useful in the prevention and treatment of infection by HIV and in the prevention, delay in the onset, and treatment of AIDS. The compounds are employed against HIV infection and AIDS as compounds per se or in the form of pharmaceutically acceptable salts. The compounds and their salts can be employed as ingredients in pharmaceutical compositions, optionally in combination with other antivirals, immunomodulators, antibiotics or vaccines. Methods of preventing, treating or delaying the onset of AIDS and methods of preventing or treating infection by HIV are described.
PCT/US2003/007448 2002-03-15 2003-03-12 N-(substituted benzyl)-8-hydroxy-1,6-naphthyridine-7- carboxamides useful as hiv integrase inhibitors WO2003077850A2 (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
JP2003575904A JP4494020B2 (en) 2002-03-15 2003-03-12 N- (substituted benzyl) -8-hydroxy-1,6-naphthyridine-7-carboxamide useful as an HIV integrase inhibitor
DE60323743T DE60323743D1 (en) 2002-03-15 2003-03-12 N-(substituierte benzyl)-8-hydroxy-1,6-naphthyridin-7- carbonsäureamide als hiv-integrase-hemmer
AU2003220170A AU2003220170B2 (en) 2002-03-15 2003-03-12 N-(Substituted benzyl)-8-hydroxy-1,6-naphthyridine-7- carboxamides useful as HIV integrase inhibitors
CA002478310A CA2478310A1 (en) 2002-03-15 2003-03-12 N-(substituted benzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamides useful as hiv integrase inhibitors
US10/508,094 US7323460B2 (en) 2002-03-15 2003-03-12 N-(substituted benzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamides useful as HIV integrase inhibitors
EP03716466A EP1496836B1 (en) 2002-03-15 2003-03-12 N-(substituted benzyl)-8-hydroxy-1,6-naphthyridine-7- carboxamides useful as hiv integrase inhibitors

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US36492902P 2002-03-15 2002-03-15
US60/364,929 2002-03-15

Publications (2)

Publication Number Publication Date
WO2003077850A2 WO2003077850A2 (en) 2003-09-25
WO2003077850A3 true WO2003077850A3 (en) 2004-11-11

Family

ID=28041987

Family Applications (2)

Application Number Title Priority Date Filing Date
PCT/US2003/007671 WO2003077857A2 (en) 2002-03-15 2003-03-12 N-(substituted benzyl)-8-hydroxy-1,6-naphthyridine-7- carboxamides useful as hiv integrase inhibitors
PCT/US2003/007448 WO2003077850A2 (en) 2002-03-15 2003-03-12 N-(substituted benzyl)-8-hydroxy-1,6-naphthyridine-7- carboxamides useful as hiv integrase inhibitors

Family Applications Before (1)

Application Number Title Priority Date Filing Date
PCT/US2003/007671 WO2003077857A2 (en) 2002-03-15 2003-03-12 N-(substituted benzyl)-8-hydroxy-1,6-naphthyridine-7- carboxamides useful as hiv integrase inhibitors

Country Status (8)

Country Link
US (1) US7323460B2 (en)
EP (1) EP1496836B1 (en)
JP (1) JP4494020B2 (en)
AT (1) ATE409187T1 (en)
AU (2) AU2003218130A1 (en)
CA (1) CA2478310A1 (en)
DE (1) DE60323743D1 (en)
WO (2) WO2003077857A2 (en)

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US7323460B2 (en) 2002-03-15 2008-01-29 Merck & Co., Inc. N-(substituted benzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamides useful as HIV integrase inhibitors
WO2004024693A1 (en) 2002-08-13 2004-03-25 Shionogi & Co., Ltd. Heterocyclic compound having hiv integrase inhibitory activity
PA8586801A1 (en) 2002-10-31 2005-02-04 Pfizer HIV-INTEGRESS INHIBITORS, PHARMACEUTICAL COMPOSITIONS AND METHODS FOR USE
JP2006516606A (en) 2003-01-27 2006-07-06 ファイザー インコーポレイテッド HIV integrase inhibitors, pharmaceutical compositions, and uses thereof
WO2004080402A2 (en) * 2003-03-12 2004-09-23 Merck & Co. Inc. Potassium salt of an hiv integrase inhibitor
DE602004021611D1 (en) * 2003-09-19 2009-07-30 Gilead Sciences Inc AZACHINOLINOL PHOSPHONATE COMPOUNDS AS INTEGRASE INHIBITORS
EP1677599A4 (en) 2003-10-20 2008-10-22 Merck & Co Inc Hydroxy pyridopyrrolopyrazine dione compounds useful as hiv integrase inhibitors
EP1714966A4 (en) * 2004-02-04 2008-01-02 Shionogi & Co Naphthylidine derivative having hiv integrase inhibitory activity
NZ549449A (en) * 2004-03-09 2009-05-31 Merck & Co Inc HIV Integrase inhibitors
JP2007534739A (en) 2004-04-26 2007-11-29 ファイザー・インク Pyrrolopyridine derivatives and their use as HIV integrase enzyme inhibitors
ES2292123T3 (en) 2004-04-26 2008-03-01 Pfizer Inc. INHIBITORS OF THE INTEGRATED HIV ENZYME.
US20090312335A1 (en) * 2005-10-27 2009-12-17 John S Wai Hiv Integrase Inhibitors
AU2007293916B2 (en) 2006-09-07 2011-02-03 Emisphere Technologies, Inc. A process for the manufacture of SNAC (salcaprozate sodium)
CN106117196A (en) * 2016-06-09 2016-11-16 青岛辰达生物科技有限公司 A kind of method preparing cancer therapy drug Dasatinib
CN107722106A (en) * 2016-08-11 2018-02-23 重庆大学 Hiv inhibitor
CN112409267A (en) * 2019-08-22 2021-02-26 江苏阿尔法药业有限公司 Preparation method of sofosbuvir intermediate
AR122928A1 (en) * 2020-07-10 2022-10-19 Goldfinch Bio Inc 1,6-SUBSTITUTED NAPHTHYRIDINES INHIBITOR OF CDK5

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Also Published As

Publication number Publication date
EP1496836A4 (en) 2006-03-22
JP2005527521A (en) 2005-09-15
AU2003218130A8 (en) 2003-09-29
AU2003218130A1 (en) 2003-09-29
AU2003220170A1 (en) 2003-09-29
AU2003220170B2 (en) 2008-12-11
CA2478310A1 (en) 2003-09-25
WO2003077850A2 (en) 2003-09-25
WO2003077857A2 (en) 2003-09-25
ATE409187T1 (en) 2008-10-15
JP4494020B2 (en) 2010-06-30
US20050176955A1 (en) 2005-08-11
DE60323743D1 (en) 2008-11-06
WO2003077857A3 (en) 2006-06-08
EP1496836B1 (en) 2008-09-24
EP1496836A2 (en) 2005-01-19
US7323460B2 (en) 2008-01-29

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